Those bleeder screws are a biznitch. I was about to Hulk Smash them when I figured out a simple, effective method. Grab your .050 allen wrench (smallest one with the kit) and stick it in the bleeder screw hole. that should fit, but if it doesn't, tap tap tap it in. Twist the .050 around in there to try to auger out the hole a bit. Now try to install the bleeder screw.
If it *still* doesn't want to go in, go at the bleeder hole with the 1/16 allen. Don't twist it around, just tap it in and pull it out. You don't want to make the hole *too* big. Now you should be able to get the bleeder screw in no problem.
This method works, it's quick, and it's safer than Dremeling.
AND, most importantly, the bleeder cap WON'T LEAK.
i use my xatco blade,just give it a few turns nice and softly,it will open the whole just enough to start the screw,i also clean up the inside of the cap where the hole is also,take your time because like anything else they will strip and not seal completely